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26 Aug - 27 Aug
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Top Trending Hotels Near Oakland, Chicago

Our top choices for Oakland hotels

River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4575)
"Great place to stay, staff was very friendly"
The price is £95
includes taxes & fees
14 Sept - 15 Sept
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3067)
"Great stay!"
The price is £154
includes taxes & fees
1 Sept - 2 Sept
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2014)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is £125
includes taxes & fees
2 Sept - 3 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3767)
"Great place to stay "
The price is £125
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2093)
"Great place to stay!"
The price is £185
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2802)
"Clean, helpful staff and in walking distance to most places we visited."
The price is £109
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2241)
"Great stay "
The price is £89
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9024)
"Family had a great stay. "
The price is £117
includes taxes & fees
1 Sept - 2 Sept
Congress Plaza Hotel
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1037)
"Its a really nice place ,very pleased. "
The price is £107
includes taxes & fees
2 Sept - 3 Sept
Best Western River North Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2113)
"Awesome hotel, highly recommended."
The price is £144
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3648)
"Great place to stay "
The price is £133
includes taxes & fees
3 Sept - 4 Sept
citizenM Chicago Downtown
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1016)
"Friendly staff and close to the places I wanted to go to "
The price is £141
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Chicago - Downtown by IHG
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (209)
"Great place "
The price is £81
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1418)
"Great place to stay. "
The price is £156
includes taxes & fees
1 Sept - 2 Sept
Crowne Plaza Chicago West Loop by IHG
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2507)
"Had a wonderful stay here and staff was super friendly!"
The price is £130
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1891)
"Helpful staff, beautiful hotel in a great location!"
The price is £170
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2343)
"The best hotel, excellent breakfast, excellent location!!!"
The price is £144
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2088)
"We had a great stay!"
The price is £146
includes taxes & fees
4 Sept - 5 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1015)
"Great hotel! "
The price is £129
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2064)
"Very good place "
The price is £200
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric The Loop Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Chicago featuring a city and modern architecture

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Oakland Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"Wonderful, close to all the great areas to enjoy Chicago "
clifton 3-night trip
Posted 12 hours ago
citizenM Chicago Downtown

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best hotels in Oakland that travellers recommend?
Sophy Hyde Park is a standout hotel located in the vibrant city of Chicago, boasting an exceptional score of 9.6. Guests appreciate its blend of modern luxury and historical charm, with high-end amenities such as premium bedding, customized bathrobes, and a stunning terrace great for relaxation. The hotel's prime location in the Historical District allows easy access to local attractions, making it an ideal choice for couples seeking a romantic getaway or travellers looking to explore the city's rich culture.

For families, the Hyatt Place Chicago-South/University Medical Center shines with a rating of 8.8. Its spacious rooms feature sofa beds and cribs, ensuring comfort for all ages. The hotel offers a complimentary buffet breakfast, making mornings straightforward. Kids will love the indoor pool, while parents can enjoy the 24-hour fitness facilities. The family-friendly atmosphere is enhanced by the option for kids' meals, allowing everyone to dine happily together.
What hotels in Oakland offer free breakfast?
Hyatt Place Chicago-South/University Medical Center is a fantastic option for families visiting Chicago. Rated 8.8 by guests, this hotel offers a complimentary buffet breakfast, ensuring that everyone starts the day off right. With an indoor pool, kids can splash around while parents unwind, making it a great spot for family fun.
What are the best budget hotels in Oakland?
Hyatt Place Chicago-South/University Medical Center is an excellent budget-friendly option for families visiting Chicago. This hotel boasts a spacious indoor pool, which is great for kids to splash around while parents relax nearby. Guests appreciate the complimentary breakfast, featuring a delightful buffet that caters to various tastes, ensuring the whole family starts their day right.
What are the most romantic hotels in Oakland for couples?
For couples seeking a romantic getaway in Oakland, Sophy Hyde Park is an exceptional choice, boasting a stellar rating of 9.6. This hotel is situated in a charming historical district, enveloping guests in a special environment that melds history with modern comforts.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Oakland hotel for you.
How can I save on a Oakland hotel booking with Expedia?
Before booking your Oakland hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Oakland hotel?
Hotel prices in Oakland often vary, but you can find a great deal from £81 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.